Reacción #432005

ord-bf3f54e412e742cab7a9fda373bc07c9

Ecuación de reacción

N[C@@H](CC(=O)O)C(=O)O
L-aspartic acid
CC(C)O
isopropyl alcohol
CC(=O)OC(C)=O
acetic anhydride
[Mg+2].[O-2]
magnesium oxide
O=CO
formic acid
CC(=O)OC(C)=O
acetic anhydride
O=CN[C@H]1CC(=O)OC1=O
N-formyl aspartic anhydride

Condiciones de reacción

Temperatura
50°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated to 35°-40° C. for 10-15 minutes
  2. 2
    workup.WAITthe reaction continued for an additional 2.5 hours at 50±2° C
  3. 3
    Temperaturaheating
  4. 4
    workup.WAITwas continued for an additional two hours

Procedimiento

0.12 grams (0.003 mole) of magnesium oxide, a catalyst, was dissolved in 16 milliliters (ml) (0.405 mole) of 95% formic acid. 60.2 ml of acetic anhydride was then added to the aforementioned solution which was heated to 35°-40° C. for 10-15 minutes. Subsequently, 39.93 grams (0.3 mole) of L-aspartic acid was added and this mixture was stirred for 2.5 hours at 50±2° C. At this point, an additional 8.6 ml of acetic anhydride was added and the reaction continued for an additional 2.5 hours at 50±2° C. 9.2 ml (0.120 mole) of isopropyl alcohol was then added to the reaction mixture and heating was continued for an additional two hours. N-formyl aspartic anhydride was formed at this point as shown by high performance liquid chromatography (HPLC).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05053532uspto-grants-1991_10